Process of producing hydrocarbons with more than one double bond.



\ UNIT D STATES PATENT OFFICE.

KURT GOTTLOB, OF ELIBERFELD, GERMANY, ASSIGN'QR HQ FABBENFABMKEAI FRIEDR- BA EB'& 0 1? ELBEBFELD, RMANY, A QQBPQRATIQN GERM$NI PROCESS PRODUCING HYDROCARBONS WITH, MORE THAN: ONE DOUBLE BOND.

No Drawing.

To all whom it may concern:

Be it known that I, KURT Gomon, doc-- by passing vapors of turpentine oil through red 'hot tubes. The yield of isoprene by this process is however very small.

The purpose of this invention is a continuous process suitable for use on a-large scale for the production of any desired quantities of isoprene or other aliphatic hydrocarbons with more than one double bond such as erythrene.

The new process consists in decomposing in a continuous operation turpentine oil or similar substances such as terpenes by suitable forms of energy which may be ob-' tained in different ways e. g. by immersing in turpentine or similar substances carbon or metallic or other'filaments or rods heated by an electric current or in any other way, or by ultra-violet light, or by silent electric discharge, or by producing in the liquid sparks between electrodes, etc., in such manner that while the low boiling decomposition products such as isoprene are continuously removed, the 'higher boiling decomposition products and the not decomposed starting material remain and are further treated until converted into the low boiling compounds.

In the foregoing-process the various'con stituents of turpentine, such as pinene, dipentene, etc, or the terpenes used, are continuously treated, and only the low boiling decomposition products removed. Decomposition of the terpenes and isome'rization go on simultaneously, the isomerization products, among which dipentene is par-.

ticularly valuable, remaining and being further reacted upon and decomposed.

When electrically heated rods or wires or other heated contact bodies are immersed in theliquid the vessel containing the liquid may be provided with a reflux condenser maintained at a temperature 'between that of the desired decomposition. products and I that of the starting material turpentine,

etc.).- When electric sparks are produced in Specification of Letters Patent.

Application filed August 12, 1911. Serial No. 643,713.

ted June 2 ,1913.

the liquid the gaseous products can be similarlyremoved and separated. An ordinary distillation vessel, provided with a reflux condenser, can be usedin carrying out the present process, the decomposition being effected of the liquid or of its vapors. When a reflux cooler is used, warm water at a temperature above the boiling point of isoprene (about 37 C.) may be used init, the temperature of such water permitting free escape of the isoprene vapors but condensing the turpentine and higher boiling fractions and returning them to the reaction liquid. With an ordinary distillation vessel provided with a reflux condenser with warm water, the immersion of an incandescent filament in the liquid causes immediate decomposition of the liquid with which it comes in contact, the isoprene escaping immediately and continually without remaining in contact withthe incandescent body,

and are further treated, substantially as described.

2. The process of producing isoprene which comprises decomposing. terpenes in such manner that the low boiling decomposie tion products are continuously removed while theundecomposed terpenes and higher v boiling reaction products remain and are further treated, and isolating the resulting isoprene substantially as described.

3. The process of producing aliphatic hydrocarbons with more than one. double bond which, comprises decomposing turpentine oil in such manner that the low boiling decomposition products are continuously removed while the undecomposed turpentine oil and higher boiling reaction products remain and are further treated, and isolating the resulting hydrocarbons with more than one double bond, substantially as described.

4. The process of producingisoprene from turpentine oil and higher boiling reaction turpentine oil which comprises decomposing In testilnony whereof I have hereunto set tur entine oil in such manner that the low my hand in the presence of two subscribing 10 b 01 g decomposltlon products are conwitnesses.

tlnuously removed whlle the undecomposed KURT GOTTLOB- I products remain and are further treated, Witnesses: and isolating the resulting isoprene, sub- ALBERT F. NUFER, stantially as described. Lo'rr LOCKMANN. 

